[5-Methoxy-2-methyl-1-(4-{[(2S)-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl]methoxy}benzoyl)-1H-indol-3-yl]acetic acid

ID: ALA1813119

Chembl Id: CHEMBL1813119

PubChem CID: 10185382

Max Phase: Preclinical

Molecular Formula: C29H28N2O6

Molecular Weight: 500.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c1ccc(OC[C@@H]2CN(C)c3ccccc3O2)cc1

Standard InChI:  InChI=1S/C29H28N2O6/c1-18-23(15-28(32)33)24-14-21(35-3)12-13-25(24)31(18)29(34)19-8-10-20(11-9-19)36-17-22-16-30(2)26-6-4-5-7-27(26)37-22/h4-14,22H,15-17H2,1-3H3,(H,32,33)/t22-/m0/s1

Standard InChI Key:  WMUFBYGHMKJROO-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA1813119

   2-[5-methoxy-2-methyl-1-[4-[[(2S)-4-methyl-2,3-dihydro-1,4-benzoxazin-2-yl]methoxy]benzoyl]indol-3-yl]acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.55

Molecular Weight (Monoisotopic): 500.1947

AlogP: 4.55

#Rotatable Bonds: 7

Polar Surface Area: 90.23

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.80

CX Basic pKa: 1.55

CX LogP: 4.41

CX LogD: 1.14

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.40

Np Likeness Score: -0.45

References

1. Iwahashi M, Shimabukuro A, Onoda T, Matsunaga Y, Okada Y, Matsumoto R, Nambu F, Nakai H, Toda M..  (2011)  Discovery of selective indole-based prostaglandin D₂ receptor antagonist.,  19  (15): [PMID:21737285] [10.1016/j.bmc.2011.06.014]

Source

Source(1):

• Scientific Literature